Droxidopa

CAT#: H314206

CAS#: 23651-95-8

Description: Droxidopa is a synthetic amino acid precursor which acts as a prodrug to the neurotransmitters norepinephrine (noradrenaline) and epinephrine (adrenaline) and it is used to increase the concentrations of these neurotransmitters in the body and brain. Unlike norepinephrine and epinephrine themselves, droxidopa is capable of crossing the protective blood–brain barrier (BBB). It is metabolized by aromatic L-amino acid decarboxylase (AAAD), also known as DOPA decarboxylase (DDC). Droxidopa works by increasing the levels of norepinephrine and epinephrine in the peripheral nervous system (PNS), which induces tachycardia or increased heart rate and hypertension or increased blood pressure, thus enabling the body to maintain blood flow upon and while standing. (Source: http://en.wikipedia.org/wiki/Droxidopa).

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Synthetic Routes

Droxidopa - Synthetic Route 1

Droxidopa route01

Synthetic reference

Guan, Yu-Qing; Gao, Min; Deng, Xu; Lv, Hui; Zhang, Xumu. Rhodium-catalyzed asymmetric hydrogenation of tetrasubstituted β-acetoxy-α-enamido esters and efficient synthesis of droxidopa. Chemical Communications (Cambridge, United Kingdom). Volume 53. Issue 58. Pages 8136-8139. Journal; Online Computer File. (2017).

Droxidopa - Synthetic Route 2

Droxidopa route02

Synthetic reference

Li, Hong-bo; Wang, Li-ping; Liang, Wu; Chen, Kai; Liu, Lang. Synthesis of Droxidopa. Hecheng Huaxue. Volume 18. Issue 1. Pages 124-127. Journal. (2010).

Droxidopa - Synthetic Route 3

Droxidopa route03

Synthetic reference

Sun, Guodong; Zhou, Zihong; Luo, Zhonghua; Wang, Hailong; Chen, Lei; Xu, Yongbo; Li, Shun; Jian, Weilin; Zeng, Jiebin; Hu, Benquan; Han, Xiaodong; Lin, Yicao; Wang, Zhongqing. Highly Enantioselective Synthesis of syn-β-Hydroxy α-Dibenzylamino Esters via DKR Asymmetric Transfer Hydrogenation and Gram-Scale Preparation of Droxidopa. Organic Letters. Volume 19. Issue 16. Pages 4339-4342. Journal; Online Computer File. (2017).

Droxidopa - Synthetic Route 4

Droxidopa route04

Synthetic reference

Rajappa, Murali; Roy, Arnab; Mandal, Amit Kumar; Krishnamurthy, Dhileepkumar; Kulkarni, Mahesh Ramrao; Chavan, Kamlesh Harichandra; Sythana, Suresh Kumar; Aavula, Sanjeev Kumar. A process for the stereoselective preparation of droxidopa via novel intermediates. Assignee Piramal Enterprises Limited, India. IN 2015MU00896. (2017).

Droxidopa - Synthetic Route 5

Droxidopa route05

Synthetic reference

Sun, Guodong; Wang, Zhongqing; Wang, Hailong; Zhou, Zihong; Xu, Yongbo; Luo, Zhonghua. Method for preparation of droxidopa and intermediate thereof. Assignee Sunshine Lake Pharma Co., Ltd., Peop. Rep. China. WO 2018090670. (2018).

Droxidopa - Synthetic Route 6

Droxidopa route06

Synthetic reference

Divi, Satchandra Kiran; Rao, Mysore Aswatha Narayana; Rao, Ponnekanti Purnachandra; Nowshuddin, Shaik. Process for the preparation of droxidopa via enzymic enantioselective hydrolysis of racemic (DL)-threo-N-acetyl-3-(3,4-methylenedioxyphenyl)-serine. Assignee Divi's Laboratories Limited, India. IN 201641017019. (2016).

Droxidopa - Synthetic Route 7

Droxidopa route07

Synthetic reference

Barreca, Giuseppe; Rasparini, Marcello; Carcone, Luca; Morana, Fabio. Processes for the preparation of diastereomerically and enantiomerically enriched oxazolines and their use in the synthesis of droxidopa. Assignee Quimica Sintetica, S.A., Spain. WO 2017081206. (2017).

Droxidopa - Synthetic Route 8

Droxidopa route08

Synthetic reference

Dwivedi, Shriprakash Dhar; Singh, Kumar Kamlesh; Tondon, Nitin; Patel, Anantkumar Manilal; Suthar, Hiteshkumar Natwarlal. An improved process for preparation of droxidopa via coupling reaction of piperonal with glycine. Assignee Cadila Healthcare Limited, India. IN 2013MU02758. (2015).